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Compare 36 Farmstay in Chester with updated reviews, rates, and availability.

Cozy Benedict Farm House by South Village Pond

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great place to stay if you are going to ski! 25 min drive to Stratton. Super cozy, clean and nice! "
Cozy Benedict Farm House by South Village Pond

Charming & Private Farm House

9.6 out of 10, Exceptional, (37)
"Very good "
Charming & Private Farm House

Fat Sheep Farm & Cabins

3.0 star property
9.6 out of 10, Exceptional, (9)
"Excellent. It had everything we needed"
The price is AED 572
AED 804 total
includes taxes & fees
12 May - 13 May
Fat Sheep Farm & Cabins

Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!

10.0 out of 10, Exceptional, (29)
"What an inviting home. Our children and their cousins loved the place and enjoyed our in-laws having dinner (quality kitchenware) with us, enough room for 9 people. We enjoyed Billings Farm, Ben & Jerry’s, teaching our children to ski at Okema, and remembering my husband’s childhood in Woodstock. "
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!

Beautiful farmhouse minutes to Okemo. Lots of room. Spacious hot tub.

9.8 out of 10, Exceptional, (52)
"This place is amazing. The property is gorgeous, the house is spacious and comfortable, and my family had the best annual vacation together here. We will be coming back!"
Beautiful farmhouse minutes to Okemo. Lots of room. Spacious hot tub.

Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail

10.0 out of 10, Exceptional, (62)
"Our large group loved our stay at the Farmhouse. The location was great, it made for an easy commute to the slopes at Killington. We all fit in the house comfortably and appreciated the receptiveness and communication of the hosts. Would recommend!! "
Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail

Charming In Village Farmhouse - steps to Historic Grafton Inn

10.0 out of 10, Exceptional, (13)
"Vanessa was a great host, and the house exceeded our expectations for comfort and amenities"
Charming In Village Farmhouse - steps to Historic Grafton Inn

Historic Plank House Near Mount Sunapee

9.8 out of 10, Exceptional, (22)
"Good "
Historic Plank House Near Mount Sunapee

Sparkle on the Rocks is a Sanctuary of Comfort and Artistic Inspiration

10.0 out of 10, Exceptional, (3)
"We stayed here with two young children and it was absolutely fantastic. Gorgeous bedrooms, cozy nooks, and beautiful surroundings. The host was very responsive and attentive. We can't wait to visit again! "
Sparkle on the Rocks is a Sanctuary of Comfort and Artistic Inspiration

Country living at its best

10.0 out of 10, Exceptional, (5)
"The house is lovely and location is beautiful!"
Country living at its best

Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls

10.0 out of 10, Exceptional, (4)
"Though the living quarters are cramped , they are clean, warm and cozy with everything you need . Great place for a small family to hunker down . They would benefit from a lager sofa or an easy chair to make living are more comfortable and invest in a sturdier kitchen table ."
The price is AED 752
AED 919 total
includes taxes & fees
1 May - 2 May
Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls

Entire Farmhouse with lots of open space 15 min north of Keene

10.0 out of 10, Exceptional, (34)
"Great location, great house, and wonderful breakfast. Would highly recommend and plan to stay there again some day soon."
The price is AED 939
AED 1,150 total
includes taxes & fees
1 May - 2 May
Entire Farmhouse with lots of open space 15 min north of Keene

Great Ski or Summer Rental - 5 miles to Okemo/Ludlow, 25 Gorgeous Acres

9.8 out of 10, Exceptional, (34)
"Everything was as described. Would stay again!"
Great Ski or Summer Rental - 5 miles to Okemo/Ludlow, 25 Gorgeous Acres

Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub

10.0 out of 10, Exceptional, (3)
"We loved staying in Amelia’s wonderful home! It was a short 20 min from Okemo ski resort and provided all of features we needed. Thank you for everything and for being so attentive!"
Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub

Rustic 150-year-old farmhouse, Jacuzzi included

10.0 out of 10, Exceptional, (5)
"We had a wonderful visit with family and The Farmhouse offered a comfortable place for us to gather."
Rustic 150-year-old farmhouse, Jacuzzi included

The Little Farmhouse at Adams Farm just minutes to skiing, golf and lakes

10.0 out of 10, Exceptional, (13)
"Thank you Adam’s family for a wonderful stay!"
The Little Farmhouse at Adams Farm just minutes to skiing, golf and lakes

Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres

10.0 out of 10, Exceptional, (12)
"Very convenient location with many parking spaces. CJ is very communicative respond to our message in time. "
Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres

Country house minutes from Killington and Okemo

10.0 out of 10, Exceptional, (6)
"Our family loved this wonderful home. Even more perfect than the pictures! The house is so cozy and the expansive layout enabled the grownups to enjoy the game room, fireplace, and hot tub while the kiddos napped. Marielba and her family are the best hosts we have ever stayed with - so thoughtful and communicative. We felt not simply welcomed, but cared for. We stayed for 10 days to ski at Killington/Pico and Okemo, each just minutes away. And we loved exploring picturesque Woodstock. We...
Country house minutes from Killington and Okemo

Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR

Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR

3 bdrm Stillwater Farmhouse near 4 ski resorts

10.0 out of 10, Exceptional, (1)
"Charming antique farmhouse full of spaces to gather. Very comfortable overall … and the owners have put a lot of heart into this home. Highly recommended."
3 bdrm Stillwater Farmhouse near 4 ski resorts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Chester

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (23)
"Peaceful vacation"
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"Very nice place only negative was the sauna did not work"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (18)
"This place was absolutely perfect and wonderful. It offered a cozy family getaway to enjoy the southern Vermont scene that we have grown to love so very much. The house and owner are absolutely amazing and we hope to stay here again for our trips back to this area. Highly recommend! "
The price is AED 744
AED 2,365 total
includes taxes & fees
1 May - 2 May
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.